Nassau County, NY....progressed with the rest of the GOP. It voted GOP every election (outside of the '64 landslide) with the GOP candidate, until '92. Since then, completely Democratic, although the '04, '08, and '12 cycles, were 53-46% for the Democratic candidate.
Similarly, Lake County IL was once a Republican stronghold, although never as much as its neighbor McHenry. It did go very narrowly for Bush twice (would have gone Gore in '00 without Nader), but has gone comfortably for Obama twice and, like the New York suburbs, isn't expected to turn back in the foreseeable future.